Osprey Sailfish Fishing Charters

4 Fishing Charters

The best out of 4 charter fishing deals in Osprey - enter dates to check availability

Top Sailfish Fishing in Osprey

Showing top 10 charters

Angler's choice

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Meet the Captain

22 ft

up to 4

 
State licensed
 
Sarasota
TNT Freedom Fishing Charters LLC is a combat veteran-owned business that runs private fishing trips around the beautiful diamond blue waters of Siesta Key. Here you will find experienced Owner Captain Tony Fudoli Jr, a stable boat, big fish, and enjoyable
Trips from
US $350
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25 ft

up to 4

 
State licensed
 
Nokomis
Fish On Fire Charters invites you on a fishing adventure of a lifetime on the beautiful waters of Venice, Florida. We will primarily be fishing the nearshire reefs of tHe Gulf of Mexico if weather permits. If you would rather stay inshore, I reconend Sara
Trips from
US $500

Angler's choice

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Meet the Captain

30 ft

up to 4

 
State licensed
 
Sarasota
If you’re gunning for some sweet offshore action, Florida is one of the best places in the world to do so. Siesta Key Sport Fishing Charters capitalizes on Florida’s excellent location to take you to the hottest offshore fishing spots in the m
Instant Confirmation
Trips from
US $850

Angler's choice

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22 ft

up to 4

 
State licensed
 
Nokomis
Cash Money Charters specializes in connecting its clients and friends to the world of the outdoors. Join them for a day out in Sarasota, Myakka River, Boca Grande, and other exciting places. The company is owned and operated by Captain Chris Conte, an exp
Instant Confirmation
Trips from
US $450
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29 ft

up to 6

 
State licensed
 
Sarasota
In 2 Deep Charters specializes in nearshore and offshore fishing charters off the Gulf Coast of Florida. Captain Dustin Lambert, born and raised in Sarasota, grew up fishing these waters since he can remember. He caters his services to all types of angler
Trips from
US $1,500
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28 ft

up to 6

 
Federally permitted
 
Nokomis
Untide Charters is located in Nokomis and offers to show you a memorable time in these waters. Capt. Josh will do his best to make sure you have a fun day full of fishing. This involves 4-6-8 hour trips, mainly fishing for Grouper, Cobia, Snapper, and Jac
Instant Confirmation
Trips from
US $750

Angler's choice

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24 ft

up to 4

 
State licensed
 
Sarasota
Get Salty Charters fishes on the waters of Sarasota and Siesta Key out to the Gulf of Mexico and the surrounding areas. Captain Cameron and Captain Jeff are both Sarasota natives who grew up on these waters and they will provide you with a chance to catch
Instant Confirmation
Trips from
US $325

Angler's choice

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20 ft

up to 4

 
State licensed
 
Nokomis
Playin’ Hookey Fishing Charters is located in Nokomis and offers to show you a memorable time in these waters. Come on aboard with Capt. Peter, whose main priority is to get you on some fish. Expect to use techniques like light tackle, bottom fishin
Instant Confirmation
Trips from
US $350
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30 ft

up to 6

 
State licensed
 
Nokomis
Discover the Gulf of Mexico with Salty Freedom USA! on our beautiful 2024 Wellcraft 30ft Center Console. It is an outstanding and comfortable fishing machine. Join Captain Alex, a seasoned expert with countless hours on these waters, as he guides you thro
Trips from
US $700
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26 ft

up to 6

 
State licensed
 
Sarasota
Make the most of your time in Sarasota and go fishing with SiestaKation Charters. With Captain Brendan at the helm, you’ll have a knowledgeable and experienced guide. Local species include Amberjack, Great Barracuda, Vermilion Snapper, Mangrove Snap
Instant Confirmation
Trips from
US $600

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Sailfish Fishing in Osprey

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Osprey

4.9/5
Based on 29,146 reviews by FishingBooker anglers

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